Category: alcohols-buliding-blocks

Electric Literature of 111-90-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.111-90-0, name is Diethylene Glycol Monoethyl Ether, molecular formula is C6H14O3, molecular weight is 134.1736, as common compound, the synthetic route is as follows.

The procedure of Example 1 was carried out except that 219 g (1.5 mol) of adipic acid was used instead of succinic acid, to synthesize 539 g of dicarbitol adipate. OH group/COOH group=1.5, and the reaction time was 14 h. Table 1 shows measured results of the acid value, saponification value, hydroxyl value, color (APHA), viscosity, water solubility, oil solubility and feeling of use of the dicarbitol adipate

The chemical industry reduces the impact on the environment during synthesis 111-90-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kokyu Alcohol Kogyo Co., Ltd.; US2008/200544; (2008); A1;,
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Electric Literature of 4415-82-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4415-82-1, name is Cyclobutylmethanol. A new synthetic method of this compound is introduced below.

2-Cyclobutanecarbaldehyde Chemical Formula: C5HgO Exact Mass: 84.06 Molecular Weight: 84.12 To a mixture of Pyridinium chlorochromate (41.3 g, 191.6 mmol) in dichloromethane (120 mL) was added Cyclobutanemethanol (7.5 g, 87.1 mmol). The mixture was stirred for 1.5 hours then filtered through a pad of silica and rinsed with further dichloromethane (300 mL). The solvent was removed under reduced pressure to give 2-cyclobutylcarbaldehyde (10.0 g, contains residual dichloromethane) that was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; ALKERMES PHARMA IRELAND LIMITED; BLUMBERG, Laura, Cook; DEAVER, Dan; EYERMAN, David; WO2014/190270; (2014); A1;,
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Reference of 505-10-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 505-10-2, name is 3-(Methylthio)propan-1-ol, molecular formula is C4H10OS, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1 : Synthesis of 3-(methylsulfonyl)propan-l-ol 12-a3-(methylthio)propan-l-ol (200 g, 1900 mmol, CAS 505-10-2) was dissolved in CH2C12 (2000 mL). The mixture was cooled to 0C. Then w-CPBA 85% in water (970 g, 5700 mmol, CAS 937-14-4) was added portion wise keeping the temperature between 0 and 5C. After addition, the mixture was allowed to warm to 25C and stirred for 15 h. The mixture was filtered through a celite pad. The filtrate was purified by flash column (Eluent: petroleum ether: ethyl acetate = 3 : 1 and then ethyl acetate: methanol = 10: 1) to yield the intermediate 12-a (75 g, 29%).

According to the analysis of related databases, 505-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80450; (2012); A1;,
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Application of 14722-40-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 14722-40-8 as follows.

Diol 22 (4.70 g, 19.2 mmol) was dissolved in cyclohexane (50 mL) and 48% HBr (2.4 mL, 21.2 mmol, 1.1 eq.) was added under vigorous stirring. The mixture was refluxed overnight. After cooling to r.t, saturated sodium bicarbonate solution (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (3 x 50 mL). The combined organic layers were dried over MgS04. After evaporation of the solvent the product was purified by column chromatography (silica gel, 27 chi 4 cm, cyclohexane/ethyl acetate, 4:1 ? 100% ethyl acetate) and isolated as a white solid. Yield: 3.39 g (58%). Traces of 1 ,15-dibromopentadecane were also found. 23 M.p.: 63-65 C 1H-NMR (300 MHz, CDCI3) delta [ppm]: 1 .26-1.44 (m, 23 H, 3-CH2 to 13-CH2, 1 -OH), 1 .55 (m, 2 H, 2-CH2), 1 .85 (m, 2 H, 14-CH2), 3.41 (t, 3JH,H = 6.9 Hz, 2 H, 15-CH2), 3.63 (t, 3JH,H = 6.6 HZ, 2 H, 1 -CH2). 13C-NMR (75 MHz, CDCI3) delta [ppm]: 25.9 (t, C-3), 28.3, 28.9, 29.6, 29.7, 29.8 (t, C-4 to C-13), 32.9 (t, C-14), 33.0 (t, C-2), 34.2 (t, C-15), 63.1 (t, C-1 ). Ref.: Synthesis according to C. Girlanda-Junges, F. Keyling-Bilger, G. Schmitt, B. Luu, Tetrahedron 1998, 54, 7735-7748.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14722-40-8, its application will become more common.

Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; HAUFE, Guenter; LEVKAU, Bodo; SCHAEFERS, Michael; SCHILSON, Stefani Silke; KEUL, Petra; WO2013/26765; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-88-2, 3,3,3-Trifluoropropan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Product Details of 2240-88-2, blongs to alcohols-buliding-blocks compound. Product Details of 2240-88-2

Step 5; Preparation of 2-cvclopropyl-9-methyl-4-(3.3,3-trifluoropropoxy)-6,7,8,9- tetrahvdro-5H-pyrimido[4,5-d]azepine dihvdrochloride; [073] To a solution of 3,3,3-trifluoropropan-1-ol (14 mg, 0.12 mmol) in 1 ,4-dioxane (1 ml.) was added potassium tert-butoxide (58 mg, 0.52 mmol), and the resulting mixture was stirred at rt for 15 min. tert-Butyl 4-chloro-2-cyclopropyl-9-methyl-5,6,8,9-tetrahydro- 7H-pyrimido[4,5-d]azepine-7-carboxylate (35 mg, 0.10 mmol) was then added, and the mixture was heated at 80°C overnight. The reaction was cooled to rt and filtered through a pad of Celite.(R).. The filtrate was concentrated under reduced pressure, and the crude material was re-dissolved in 1 ,4-dioxane. A 4M solution of hydrochloric acid in dioxane (0.1 ml_, 0.4 mmol) was added, and the mixture was stirred for 3 h. The dioxane solvent was removed under reduced pressure, and the crude residue was triturated with ethyl acetate to afford 12 mg (29percent) of desired product.

The synthetic route of 2240-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/44762; (2006); A2;,
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Electric Literature of 7073-69-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 7073-69-0 as follows.

INTERMEDIATE 15; ferf-Butyl-4- { [2-(2-fluoropropan-2-yl)phenyl] carbonyl } piperidine- 1 -carboxylate; Step 1 : l-Bromo-2-(2-fluoropropan-2-yl)benzene; Into a 100 mL round-bottom flask equipped with a magnetic stir bar was dissolved 2-(2-bromophenyl)propan-2-ol (1.0 g, 4.7 mmol) in CH2Cl2 (15 mL) and it was cooled to -78 C. DAST (1.1 g, 7.0 mmol) was added and the reaction was monitored by TLC. After disappearance of the starting material, the reaction mixture was quenched over 50 mL of a sat aq. NaHCO3 solution in a beaker. It was then transferred into a 250 mL separatory funnel and extracted with ethyl acetate (2 x 70 mL). Combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. Purification by column chromatography through silica gel, eluting with 100% hexanes afforded the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7073-69-0, its application will become more common.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); A1;,
Alcohol – Wikipedia,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1805-32-9

General procedure: The alcohol (1 mmol) was added to a mixture of TBHP(1 mmol) and VO(ephedrine)2MNPs (50 mg) in PEG(1 mL), and then the mixture was refluxed at 80 C for thetime specified. The progress was monitored by TLC (EtOAc/n-hexane, 1/2). After completion of the reaction, the catalystwas separated from the product by an external magnet(within 5 s), and the mixture was washed with EtOAc(25 mL) and decanted. The decanted mixturewas washedwith 30% NaOH (5 mL) and the organic layer was dried overanhydrous Na2SO4. The evaporation of EtOAc underreduced pressure gave the pure products in 85e98% yields.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1805-32-9, 3,4-Dichlorobenzyl alcohol.

Reference:
Article; Rostami, Amin; Pourshiani, Omid; Darvishi, Neda; Atashkar, Bahareh; Comptes Rendus Chimie; vol. 20; 4; (2017); p. 435 – 439;,
Alcohol – Wikipedia,
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Electric Literature of 6351-10-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 6351-10-6, name is 2,3-Dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of alcohol (0.5 mmol) in the case of solids, which had been powedered for 1-2 min and halosilanes (0.55 mmol) was transferred to a 4 mL screw-capped vial, and stirred at rt or heated at 70-75 C for 0.5 h-24 h. The progress of the reaction mixture was monitored by TLC. Upon completion of the reaction, the crude reaction mixture was cooled down to the room temperature and volatile product (TMS)2O was removed by evaporation at 30-35oC under reduced pressure and the remaining was analysed by 1H NMR. Finally, if necessary, the pure final product was obtained after column chromatography on dried silica. Detailed experimental information such as isolated yields, and spectroscopic and other identification data are given in Characterization Data of Isolated Final Products chapter in the SI.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6351-10-6, its application will become more common.

Reference:
Article; Ajvazi, Njomza; Stavber, Stojan; Tetrahedron Letters; vol. 57; 22; (2016); p. 2430 – 2433;,
Alcohol – Wikipedia,
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Electric Literature of 517-21-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate. A new synthetic method of this compound is introduced below.

General procedure: To a solution of the corresponding compound 3 (0.9 mmol) in ethanol/water (30 mL/4 mL) was added glyoxal sodium bisulfite hydrate (975 mg, 15 mmol) and the resulting suspension was stirred at 100C overnight. The solvent was removed in vacuo and the residue was partitioned between water and EtOAc. The organic layer was separated and washed with water and brine, dried over Na2S04 and concentrated, purified by flash column to give title product 4, which was confirmed by LCMS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,517-21-5, Sodium 1,2-dihydroxyethane-1,2-disulfonate, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 14002-80-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 14002-80-3 as follows.

Intermediate 5: Methyl 2,2-dimethyl-3-oxopropanoateTo a solution of methyl 3-hydroxy-2,2-dimethylpropanoate (2 g, 15.13 mmol) and TEMPO (0.236 g, 1.513 mmol) in dichloromethane (15 ml) was added iodobenzene diacetate (5.36 g, 16.65 mmol) and the solution was stirred for 3 hours at ROOM TEMPERATURE. The reaction was quenched with a saturated solution of NaHCtheta3/5%Na2S2theta3 (10ml) and extracted with DCM (20ml). The organic layer was washed with brine and then dried (Na2SO4), filtered and evaporated to afford the title compound (4.8 g, 14.75 mmol) as an -1 :1 mixture with iodobenzene that was used in the following reaction without further purification; 1H NMR (CDCI3) only signals relating to title compound: delta 1.38 (s, 6H), 3.78 (s, 3H), 9.69 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; GIANOTTI, Massimo; LESLIE, Colin Philip; STASI, Luigi Piero; WO2010/142652; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts